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Pages: 1 ... 4 5 6 7 8 9 10 ... 17 ... 197   Mode: pics / tube Sub: male / female
Maya has worked for our other sites but was intimidated when it came to trying whippedass for some reason. After building...
Asian hottie gives up all control to her strict Mistress...
2,884 views
Maya and others
Leah is a smoking hot local girl who is totally new to porn and bondage. She doesnt know what to expect, but quickly realizes...
New girl Leah shocked into submission
5,346 views
Princess Donna Dolore and others
Darling is back with Mika Tan who makes her whippedass debut as a tough girl in this fun and sexy update. Darlings ass is...
Darlings ass is spanked with and old license plate...
7,262 views
Mika Tan and others
Mia Li and Gabriella Paltrova fight for dick to become the favorite slave in this feature movie about Order, Authority and...
The Favorite Slave
11,742 views
Ariel turned 18 SIX months ago. She lost her virginity at 17 and now here she is sitting in the fuckingmachines shop nervous...
18yr old girl, first EVER porn shoot - fucks machines, cums...
1,196 views
Susana Abril is an adorable Spanish girl with a tight little body that was made to be displayed in public. She gets fully...
Adorable Spanish girl gets fully nude in public and crawls...
9,827 views
Steve Holmes and others
Two beautiful girls with big round asses get down and dirty in this sexy ass lovers update. Luscious Lopez and Kelly Divine...
Two big round butts tease and do anal and enemas!...
27,233 views
Kelly Divine and others
Stunning Fetish model is held captive and gets her luscious round breast twisted and clamped with cruel ferocity. The captor...
Busty Punishment
4,452 views
Daniela is a striking beauty who loves bondage, both sides of bondage. As she is critiquing my ties I devise ways to have...
Amateur Casting Couch 23: Daniela is a Dominant Beauty Captured...
6,375 views
Daniela DAngelo
Young Suki always had a happy-go-lucky attitude. When she ended up in a dark alleyway with a stranger, she didnt think much...
Lost Innocence
2,714 views
Thought we would try a new style of Casting Couch. '1 girl, 1 scene, 1 chance to prove herself' Does Kaydence have what it...
Amateur Casting Couch 24: Kaydence, Can she cum enough to...
4,178 views
Kaydence Katchings
Harmony went back to school this year, but before she left we gave her some lessons in school etiquette. First she fetches...
Harmony Rose bound with an apple shoved in her mouth as...
6,708 views
Harmony
Amy Brooke doesnt just enter the FuckingMachines.com Hall of Fame Babes with this shoot - she kicks down the doors, punches...
TRIPLE FUCKSALL ANAL AND PUSSY FUCKING STRETCHED TO THE...
4,599 views
Amy Brooke
Nicotine is a beautiful girl with big natural tits who comes to Whippedass to test her limits with bondage and pain. Claire...
Beautiful girl Nicotine in extreme BDSM session....
13,451 views
Nicotine and others
Sensi Pearl is two months into the industry. Her previous life as a ballerina is nothing like the crazy shit she gets to...
Tentacle Fucking: Sci-fi Dildos and Futuristic Machines...
6,853 views
Sensi Pearl
Big tit blonde Christie Stevens and All Natural cutie Kasey Warner star in hard core feature movie. Anal fucking, latex,...
The Sex Toy and the New Maid
17,387 views
Horny blonde Valentina Rossini gets tied up and disciplined
Bound babe gets drilled hard
18,515 views
Sex and Art collide in this hot erotic event
Thin Line Between Art and Sex
17,548 views
Cherry Torn
Sexy she-devil Angelica Heart getting ultra kinky and pissin
Devil getting ultra kinky!
14,035 views
Juki had always been a bit of a naughty girl. She had wanted to get back at her parents for never letting her do as she wished....
Bondage Gang
4,878 views
The April live show continues and both of our former Gymnasts are in for some pain and then some more pain. Suspended upside...
Live Show Mondays brings you part three of the March live...
13,143 views
Gia DiMarco and others
Dirty old men get serviced by 18 year old sluts in white panties
Dirty old men get serviced by 18 year old sluts in white...
16,316 views
Randy Spears and others
Does Tara Lynn have what it takes to be one of Miss Januarys ass-servants? Taras young ass is big, round, and sexy as hell,...
Taras Ass pounding interview...
15,924 views
Tara Lynn Foxx and others
Training Report, Final Day Goals Summary Submission: Our trainee has come a long way from those first bratty, tentative...
Tawni Ryden trained to be a fuck slave
6,550 views
Tawni Ryden
Public Disgrace is THE site for real public sex and public humiliation. We take our girls to the street where everyone can...
Beautiful redhead tied up, stripped bare, and fucked on...
3,032 views
Mia is Bondage pleasure ordeal begins in a tough strappado, Her elbows and wrists are brought together and pulled up high...
Mia is Vulnerable Beginning
5,057 views
Filthy slavegirl gets bound while having an anal plug inside
Bondage and anal plug
21,063 views
Sasha Knox is dragged from the basement on her fourth day of slave training on TrainingofO.com, and put in front of the Master...
Sex slaves go to work for sadistic Masters and Mistresses...
6,188 views
Cherry Torn and others
Maitresse Madeline hired Holly Heart to satisfy the members upstairs in the KINKLIVE.com webcam boudoir but shes done nothing...
Disobedient slavegirl punished, spanked, and fucked deep...
20,421 views
Nomad and others
Angelica is only 20 years old and bound in hard metal helpless to our demands and wishes. How do nice girls end up in such...
20yr old hottie gets bound in hard metal, and her pussy...
2,297 views
Angelica Saige
This slut is about to experience severe pain and degradation at the hands of her vicious overseer. Chained in his torture...
Pincushion Tits
8,718 views
A Recap of Events on The Upper Floor from 12/09 to 8/10
A Recap of Events on The Upper Floor from 12/09 to 8/10...
2,882 views
Maestro
Domestic Anal MILF slave training, hardcore ass fucking and pussy squirting, predicament bondage and blowjobs, Veronica Avluv...
The Training of a Nympho Anal MILF, Final Day
9,009 views
Mickey Mod and others
Lisa Ann, hot big titted, Milf, bound and made to cum!
Lisa Ann She played Sarah Palin for porn, lets just see...
17,931 views
Lisa Ann
Maestro takes full advantage of Bella Rossi tits and Torns mouth and pussy! Breast bondage is a must on the Rossis huge tits!...
MAESTRO MAINTAINS MORALE BY PUTTING CHERRY TORN AND BELLA...
12,750 views
Cherry Torn
James Deen. Jada Stevens. Public Sex. Perfect Ass. Gas Station. Handcuffs. Handjobs. Butt Sex. Ta da!...
Gas Station Booty
5,222 views
James Deen and others
Asian fetish model Ange Venus bound and whipped
Ange Venus Whipped
12,340 views
Joleen learns to submit after being tit tortured and bound
Inside Joleen
18,734 views
Skylar Price plays a sexy lawyer who fantasizes about being blackmailed by her client. In her fantasy she is taken to a bar...
Blackmailed
11,494 views
Skylar Price and others
Olga Cabaeva is thick to death, with a hot Russian accent, beautiful green eyes, natural tits and a big, juicy ass. We love...
Horny Russian rope slut Olga Cabaeva bound and fucked silly....
34,792 views
Princess Donna Dolore and others
Sensi Pearl lives out her fantasy of surprise sex with her boyfriend James Deen in this role play update. There is a very...
The Surprise Date
18,570 views
James Deen and others
Amber Rayne offers the kitchen employee, Jada Stevens, a chance to move up working directly with the Master of the House....
Hired for Pleasure
13,267 views
Mark Davis and others
Sexy Patient Mira Sunset gets her tasty little holes worked
Patient gets her holes worked
16,590 views
The ominous latex avenger Lucy Latex strikes back again!
The latex avenger strikes back
17,865 views
Brunette whore gest tied up and punished on the doctors office
Brunette whore gets punished
1,751 views

Brooke Lee Adams Orgasmed to near unconsciousness. Seriously....
3,344 views
Brooke Lee Adams
Jessie Cox is a tight body who loves to get fucked and challenge herself. Two assets that work so well with machines. That...
Gyno bench fucking with machines, straps, long dicks and...
6,286 views
Tasha Turner and others
In this roleplay update Katie Summers plays a college girl looking to earn some extra cash. On a friends referral she comes...
Mistress Isis Loves enjoys tormenting her bound blond sub...
13,115 views
Missy Woodslexi and others
MILF roleplay, Lisa Ann dominated and fucked in bondage!
MILF Submission: episode 2 Lisa Ann
34,254 views
James Deen and others
New girl, Gia DiMarcos got a hot little body and takes a whole lot of kinky punishment from Aiden Starr. Spanking, caning,...
Gia DiMarco fisted, ass fucked and dominated in strict bondage....
34,510 views
Bobbi Starr and others


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